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Kin Insurance · 1 day ago

Director of Sales Training

United States

Full-time

Remote

Mid, Senior Level

$135K/yr - $155K/yr

7+ years exp

Kin Insurance is redesigning insurance to be smarter, faster, and centered on the customer. They are seeking a dynamic, results-oriented Director of Training to design, implement, and oversee comprehensive training programs for Sales and Customer Service agents, ensuring alignment with organizational goals.

Financial ServicesInsuranceInsurTechProperty Insurance

Work & Life Balance

Responsibilities

As the Director of Training, your days will be a dynamic mix of strategy, execution, and team leadership. You’ll spend time designing and facilitating onboarding programs rooted in adult learning principles—ensuring that new hires in Sales and Customer Service ramp quickly and confidently. Whether leading live workshops, coordinating high-impact role-plays, or partnering with instructional designers to refresh core content, your focus will always be on delivering training that translates directly into performance

You’ll oversee a team of seven, providing direction, coaching, and development to maximize their effectiveness. Your leadership will ensure the team remains agile—able to pivot and deploy resources as business needs shift. In parallel, you’ll drive multiple training projects from concept to delivery, managing timelines, delegating responsibilities, and tracking results across each initiative

Beyond team and project execution, you'll own performance measurement—establishing KPIs, analyzing outcomes, and optimizing training programs to close gaps in real time. You’ll work closely with Sales and Customer Service leadership to align development plans with business goals and respond quickly when the market or internal needs evolve

Finally, you’ll play a key role in building internal alignment. Whether you're consulting with stakeholders on program strategy or shaping a roadmap for future enablement efforts, your impact will be both tactical and strategic. In this role, success is defined by faster onboarding, stronger agent performance, and a company-wide recognition that training is a growth accelerator—not a support function

Qualification

Sales training developmentLearning Management System (LMS)Project managementPerformance measurementFacilitation skillsCommunication skillsLeadership abilitiesAdaptabilityCollaboration

Required

Proven track record in designing and facilitating remote sales onboarding curriculum and training programs that accelerate ramp-up and drive strong Sales performance

7+ years of experience in training and development, including at least 3 years in a Director-level role

Experience managing a Learning Management System (LMS). Experience with Workday LMS and Rise 360 a plus

Strong project management skills with the ability to manage timelines, resources, and competing priorities

Exceptional facilitation, communication, and presentation skills

Proven ability to gather insights from subject matter experts and translating them into effective learning experiences

Ability to thrive in a fast-changing environment while maintaining a results focus

Strong delegation and leadership abilities